Dog Sitting Cottage Grove

Book a Cottage Grove dog sitter to watch your dog in your sitter’s home or yours.

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Over 104
pet parents in Cottage Grove have booked dog sitting

Cottage Grove, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Stephanie H.
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Stephanie H.
from
$15
per visit
5.0 out of 5 stars
21 reviews
7 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!

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Lindsay & Nick P.
Sitter Profile Image: Ashley K.
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Ashley K.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
20 reviews
4 repeat clients
10 years of experience
Madison, WI, 53718

Ashley was great! Super responsive and respectful of our space. I can tell our cat Todd was kept very happy and healthy during our time away.

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Madeleine R.
Sitter Profile Image: Nina S.
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Nina S.
from
$20
per visit
5.0 out of 5 stars
5 reviews
15 years of experience
Cottage Grove, WI, 53527

Nina was great! Spent quality time with my pooches and I got lots of pics which was awesome. I’ll definitely use her again! Thanks Nina for watching my fur babies!

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Rebecca W.
Sitter Profile Image: Paul M.
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Paul M.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
9 years of experience
Madison, WI, 53718

Paul is amazing! He leaves great updates, and shares his love and heart with our pups while we’re away. I don’t trust anyone else with my pups!

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Jessica B.
Sitter Profile Image: Aubrey S.
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Aubrey S.
from
$18
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Cottage Grove, WI, 53527

About: As a 19-year-old sitter, I offer compassionate senior pet care and puppy training experience, ensuring patience, energy, and dedication to keep your pets happy and healthy. Pet care is a joyful part of my daily routine, giving me purpose, structure, and happiness. I love making time for walks, play, and cuddles! I care for pets by following their feeding and exercise routines, providing fresh water, administering medication if needed, offering lots of love, and keeping their environment clean and safe.

Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
10 years of experience
Madison, WI, 53704

Hailey was amazing with my two cats! From the photos she shared, I could tell that they were completely happy and comfortable with her. She sent detailed reports and lots of photos, which gave me peace of mind that the kitties were doing well while I was away. Thank you, Hailey!

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Erma D.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
49 reviews
12 repeat clients
30 years of experience
Sun Prairie, WI, 53590

We had never used Rover before but our neighbors had and highly recommended it. Tonisha did an AMAZING job taking care of our little fur babies while we were unable to for two days. She came over to meet the pups ahead of time and we knew she would be a great fit. While we were away, she came over to walk, play, feed and snuggle our little ones. Tonisha took lots of pics and videos, along with updating us how things went after every visit. We will definitely use her services again and highly recommend the care with love Tonisha provided! The pups were happy to see us when we returned and I am positive they were very well taken care of:)

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Jennifer H.
Sitter Profile Image: Emily W.
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Emily W.
from
$15
per visit
8 years of experience
McFarland, WI, 53558

About: I worked 8 years, almost 9, and The Dog Hut LLC. I've helped care for dogs as young as 2 months and dogs well into their senior years. I'm happy to give medication to any dogs that need it and make sure they get extra cuddles and someone to "talk to". I am also very open to more than just dogs. I worked for 4 years at the Dane County Humane Society caring for Guinee Pigs, rats, and a non venomous snake. I am currently between jobs so any day works well for me. I'm happy to come late morning and well into the night to feed, water, and play with your pets who need that. Or just lend a happy presence, for the cats and cat-like pets who just need a simple hello. At my home I do not have a fully fenced in yard but am within walking distance of a few paths so even if your dog will be on leash they will get a wonderful walk in. Bringing their own toys and comfort items will be needed as I only have a cat currently. Also your dog must be cat friendly or will need to have a kennel brought with them should they be staying. I am okay staying over at my client's place should the need arise, can give medication and will give them all the playtime and snuggle breaks they need. I will be wary of weather changes so I can give them quick breaks outside and make sure they still can get energy out should it be an inside kind of day.

Sitter Profile Image: Kara S.
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Kara S.
from
$25
per visit
4.7 out of 5 stars
91 reviews
29 repeat clients
10 years of experience
Reston Heights, Madison, WI, 53718

Kara was fantastic. She cared for our four year old cat, Molasses, for a week while we were away. During that time she was always easy to get ahold of and would respond quickly to any questions. She also sent us multiple pictures after each visit. Kara took the time to get to know our cat. During her first visits, she would wait for our cat to approach her, allowing Molasses to become comfortable around her. By the end of the week Molasses was asking for pets, rambunctiously playing, and talking to Kara like she was a member of the family. I can’t recommend Kara enough. We plan to book with Kara again soon.

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Elizabeth & James H.
Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
134 reviews
36 repeat clients
10 years of experience
McFarland, WI, 53558

Sarah is great with Clasby, and is always willing to spend a little extra time with him. She is also very receptive to extraneous favors that I ask of her, and never complains or has a poor attitude. She is our favorite walker/sitter!

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Isaac H.
Sitter Profile Image: Kelsey T.
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Kelsey T.
from
$18
per visit
5.0 out of 5 stars
25 reviews
7 repeat clients
2 years of experience
Sun Prairie, WI, 53590

Kelsey too such great care of our pup! She checked in with me during her drop in visits, sent pictures and provided a summary of her activities with Shiner at the end of the day. She is extremely pleasant, responsive and responsible. I 100% recommend her to take care of your pets!

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James H.
Sitter Profile Image: Hannah B.
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Hannah B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
6 years of experience
Moorland-Rimrock, Madison, WI, 53713

We really appreciated Hannah. She was prompt and professional and showed immense comfort around my 3 dogs who had never been let out by someone they didn't know. I'd use her every time!

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Rene M.
Sitter Profile Image: Lindsey D.
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Lindsey D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
49 reviews
18 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Lindsey did a fantastic job watching our 2 kitties! She took great care of them, brought in packages, and cleaned up a mess one of our cats made. We appreciated her daily visits over the holidays, while we traveled to visit family! We highly recommend Lindsey and will definitely use her services again!

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Deborah E.
Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
32 reviews
11 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Shatoria was so great with my cats. She is very responsive and a great listener. I had a lot of changes in care instructions, and she handled everything patiently and without any issues. She kept me updated, followed all the details carefully, and made me feel completely at ease while I was away. I could tell my cats were well cared for and comfortable with her. I would absolutely trust her again and highly recommend her to anyone looking for a reliable and attentive pet sitter.

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Duong H.
Sitter Profile Image: Sylvia L.
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Sylvia L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
9 years of experience
Ridgewood, Madison, WI, 53704

Sylvia was a fantastic cat sitter! She took care of our cat Rhubarb for 3 days, including giving her oral medication. I really appreciated Sylvia’s reports about how Rhu was doing and I could tell from the pictures that Rhu loved being with her! Sylvia gave Rhu lots of affection and play time. I highly recommend Sylvia as a drop in cat sitter and we hope to work with her next time we go out of town!

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Liza L.
Sitter Profile Image: Abigail V.
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Abigail V.
from
$17
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
5 years of experience
Reston Heights, Madison, WI, 53718

Lainey has enjoyed her drop-in time with Abigail, reliable and responsive. Thank you!

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Brandon W.
Sitter Profile Image: Ayla J.
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Ayla J.
from
$16
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
12 years of experience
Rolling Meadows, Madison, WI, 53714

Ayla did a great job taking care of our shy cat. She was able to coax her out for pictures. I truly appreciate the attention to details like taking out the garbage and running the dishwasher at the end of the week. Thank you so much.

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Holly E.
Sitter Profile Image: Teresa B.
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Teresa B.
from
$26
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
31 years of experience
Cottage Grove, WI, 53527

About: I am a life long dog lover who lives with my husband, 3 children (ages 3-10) and our 1-year old female mixed breed. In the past, we have had several dogs and cats. We enjoy playing, walking and cuddles with our K9 friends. I am mostly available, depending on current schedule, time of year and dogs temperament. We prefer dogs 35lbs and under. We would enjoy stopping by, walking your dog or housing your dog while you are away. Our family especially enjoys having new pups visit, so we are thrilled to be able to provide this service for you, your family and your K9 family member. Please contact me for specific requests for your needs. We look forward to meeting you and you pup!

Sitter Profile Image: Jessa E.
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Jessa E.
from
$15
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
3 years of experience
Madison, WI, 53714

About: I have experience watching family members’ dogs. I particularly enjoy taking them for a walk or jogs. I have experience with dogs of all ages. My favorite breed is golden retrievers. I currently work full time Monday through Friday. I have availability early mornings, evenings and weekends. I am flexible during these times depending what is needed. I am very observant in paying attention to how cats and dogs are doing without their owner, such as eating, drinking and going to the bathroom. Pets tend to warm up quickly to me.

Sitter Profile Image: Brianna S.
Verified Background Check
Brianna S.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
114 reviews
29 repeat clients
6 years of experience
McFarland, WI, 53558

Brianna did an amazing job taking care of my cat! She gave lots of updates and my cat seemed to love her, and he was a very happy kitty when I got home. I highly recommend her!

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Edith G.
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The median cost per visit for dog sitting in Cottage Grove is $20

Dog parents share their Rover experiences - Cottage Grove

1 / 1
5.0 out of 5 stars

Paul is amazing! He leaves great updates, and shares his love and heart with our pups while we’re away. I don’t trust anyone else with my pups!

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Jessica B.
Drop-In Visits
5.0 out of 5 stars

Amanda went above and beyond to help me checking in to make sure my dog was okay. She picked up any mess they made while I was gone. She followed instructions and really seemed to care about my dogs and their well being. 10/10

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Katie T.
Drop-In Visits
5.0 out of 5 stars

Christine was absolutely wonderful. She took such good care of our little guy. He was comfortable and so happy. She sent daily pics and check-ins. Would book her every time. 10/10 experience, with peace of mind while we were away!

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Ashley S.
Drop-In Visits
5.0 out of 5 stars

Darcy did a great job caring for my pup! She took the time for a meet and greet to learn about my pup and he was happy and calm when I got home. She clearly loves animals and is an experienced pet caregiver. Highly recommend Darcy!

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Marci
Drop-In Visits
5.0 out of 5 stars

Hallie recently did some drop in visits and walking sessions while we were on vacation. She took great care of our boy and made sure he was fed and had his pills. She is always on time and out pup loves her!

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Christine D.
Drop-In Visits
5.0 out of 5 stars

Paige has been caring for our dogs about twice a month for the past two years, ever since we got a referral from our vet—and she’s been fantastic. She was so gentle and attentive with Milo before he passed, and Earnest absolutely lights up when she comes by. Paige is reliable, easy to communicate with, and clearly loves what she does. Whether it’s walks or pet sitting, she’s always been flexible and dependable. It’s a huge relief knowing Earnest is in such good hands. We’re really grateful to have her and wouldn’t hesitate to recommend her to others.

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Julie A.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Cottage Grove average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Cottage Grove

Frequently asked questions about Rover

The average cost for Dog Sitting in Cottage Grove on Rover is $17.12 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 1,589 sitters on Rover offering Dog Sitting across Cottage Grove. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Cottage Grove stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cottage Grove choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Cottage Grove with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Cottage Grove. On Rover:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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